Novel organosilicon compounds

Abstract

This invention provides novel silanes and bis-silylhydrocarbons that contain a plurality of silicon-bonded alkoxy groups and at least one substituent that is bonded to silicon through oxygen and contains at least four carbon atoms, two of which form a terminal group of the formula CH 2 ═CH--. A preferred class of these compounds will cohesively bond polyorganosiloxane elastomers and resins to both organic and inorganic substrates.

That which is claimed is: 
     
       1. An organosilicon compound of the general formula   (R.sup.1 O).sub.n (R.sup.2 O).sub.4-n-p R.sup.3.sub.p Si,       R.sup.4 [OSi(OR.sup.2).sub.3-p R.sup.3.sub.p ].sub.2,       (R.sup.1 O).sub.n (R.sup.2 O).sub.3-n SiR.sup.5 Si(OR.sup.1).sub.r (OR.sup.2).sub.3-r     or     R.sup.4 [OSi(OR.sup.2).sub.2 R.sup.5 Si(OR.sup.2).sub.3 ].sub.2     where   R 1  represents a radical selected from the group consisting of   CH.sub.2 ═CHCH.sub.2 R.sup.6 --,       CH.sub.2 ═CHR.sup.6 OR.sup.7 --,       CH.sub.2 ═CHR.sup.6 OC(O)R.sup.8,       CH.sub.2 ═CHR.sup.9 C(O)OR.sup.7 --,        and   (CH.sub.2 ═CHR.sup.6 O).sub.2 R.sup.10 --;       R 2  represents an alkyl radical containing from 1 to 4 carbon atoms;   R 3  represents a monovalent hydrocarbon or fluorinated hydrocarbon radical;   R 4  represents a radical selected from the group consisting of   CH.sub.2 ═CHR.sup.10 <,       CH.sub.2 ═CHR.sup.6 OR.sup.10 <,       CH.sub.2 ═CHR.sup.6 OC(O)R.sup.10 <        and   CH.sub.2 ═CHR.sup.9 C(O)OR.sup.10 <;       R 5  represents hydrocarbylene containing at least 2 carbon atoms;   
     
     
       R 6  represents a hydrocarbylene or substituted hydrocarbylene radical where the substituent is hydroxyl or alkoxy; R 7  is selected from the same group as R 6 , with the proviso that R 7  contains at least 2 carbon atoms;   R 8  is selected from the same group as R 6  ;   R 9  represents a radical selected from the same group as R 6  ;   R 10  represents a trivalent hydrocarbon radical;   n is 1 or 2;   p is 0 or 1;   r is 0 or 1; and   - n-p is at least 2.   
     
     
       2. A compound according to claim 1 where R 2  is methyl or ethyl, R 3  represents an alkyl, haloalkyl or phenyl, R 5  and R 7  each contain from 2 to 10 carbon atoms, R 8  contains from 1 to 10 carbon atoms, R 9  represents alkylene containing from 1 to 10 carbon atoms, cycloalkylene or phenylene, and R 10  contains from 3 to 10 carbon atoms. 
     
     
       3. A compound according to claim 2 where R 3  represents an alkyl radical containing from 1 to 4 carbon atoms, a fluoro substituted alkyl radical containing from 1 to 4 carbon atoms or a phenyl radical; R 5  is ethylene or phenylene; R 6  represents alkylene, hydroxyl substituted alkylene, hydroxyl substituted alkenylene, phenylene or hydroxyl- or alkoxy substituted phenylene; R 7  is selected from the same group as R 6 , with the proviso that R 7  contains at least 2 carbon atoms; R 8  is selected from the same group as R 6 , R 9  represents a radical selected from the same group as R 6  ; and R 10  represents an aliphatic hydrocarbon radical, a hydroxyl substituted aliphatic hydrocarbon radical or an ethylenically unsaturated aliphatic hydrocarbon radical. 
     
     
       4. A compound according to claim 3 where R 3  is methyl, phenyl or 3,3,3-trifluoropropyl and n is 1. 
     
     
       5. A compound according to claim 4 where R 1  is CH 2  ═CHCH 2  R 6  --, where R 6  is alkylene containing from 1 to 10 carbon atoms, hydroxyl substituted alkenylene, phenylene or alkoxy substituted phenylene. 
     
     
       6. A compound according to claim 5 where R 6  is n-octylene, phenylene, methoxy substituted phenylene or the residue remaining following removal of one terminal hydroxyl group from a hydroxyl terminated polybutadiene having an average degree of polymerization of between 50 and 60. 
     
     
       7. A compound according to claim 4 where R 1  is CH 2  ═CHR 6  OR 7  --, where R 6  represents alkylene containing from 1 to 10 carbon atoms and R 7  represents an alkylene or a hydroxyl substituted alkylene radical. 
     
     
       8. A compound according to claim 7 where R 6  is methylene and R 7  is ##STR3## 
     
     
       9. A compound according to claim 4 where R 1 is CH 2  ═CHR 6  OC(O)R 8  --, where R 6  represents alkylene containing from 1 to 10 carbon atoms, and R 8  represents alkylene containing from 1 to 10 carbon atoms, phenylene, hydroxyl substituted phenylene or methoxy substituted phenylene. 
     
     
       10. A compound according to claim 4 where R 1  is (CH 2  ═CHR 6  O) 2  R 10  where R 10  is a trivalent aliphatic hydrocarbon radical and R 6  represents alkylene containing from 1 to 10 carbon atoms. 
     
     
       11. A compound according to claim 10 where R 6  is methylene and R 10  is ##STR4## 
     
     
       12. A compound according to claim 4 where R 4  is CH 2  ═CHR 10  where R 6  is alkylene containing from 1 to 10 carbon atoms and R 10  represents a trivalent aliphatic hydrocarbon radical. 
     
     
       13. A composition according to claim 12 where R 6  is methylene and R 10  is ##STR5##